Home > Name List By other > (3S,8S,9S,10R,13R,14S,17R)-10, 13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16, 17-dodecahydro-1H-cyclop...

CAS No 57-88-5 , (3S,8S,9S,10R,13R,14S,17R)-10,
13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,
17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

  • Name: (3S,8S,9S,10R,13R,14S,17R)-10,
    13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,
    17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • Synonyms: (3S,8S,9S,10R,13R,14S,17R)-10,
    13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,
    17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; Provitamin D; 57-88-5; Cholestrin; Cholesterine; Dusoran; Cholesteryl alcohol; Dusoline;Cholesterin; Cordulan;
  • CAS Registry Number:
  • Transport: 25kgs
  • Melting Point: 147-150 ºC
  • Flash Point: 250 ºC
  • Boiling Point: 360 ºC
  • Density: 1.06
  • Refractive index: 1.525
  • Alpha: -36 º (C=2, DIOXANE)
  • Safety Statements: 10-48/20/22-40-38-22,
  • Hazard Symbols: Xn:;
  • Flash Point: 250 ºC
  • EINECS: 200-353-2
  • Molecular Weight: 386.65354
  • InchiKey: HVYWMOMLDIMFJA-DPAQBDIFSA-N
  • InChI: InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-
    15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,
    1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
  • Risk Statements: S22;S24/25
  • Molecular Formula: C27H46O
  • Molecular Structure:CAS No:57-88-5 (3S,8S,9S,10R,13R,14S,17R)-10,<br />13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,<br />17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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    References of (3S,8S,9S,10R,13R,14S,17R)-10,
    13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,
    17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
    Title: Cholesterol
    CAS Registry Number: 57-88-5
    CAS Name: (3b)-Cholest-5-en-3-ol
    Synonyms: cholesterin
    Molecular Formula: C27H46O
    Molecular Weight: 386.65
    Percent Composition: C 83.87%, H 11.99%, O 4.14%
    Literature References: Principal sterol of the higher animals. Found in all body tissues, esp in the brain, spinal cord, and in animal fats or oils. Main constituent of gallstones. Prepd commercially from the spinal cord of cattle by petr ether extraction of the nonsaponifiable matter. Also produced from wool grease. Cholesterol from animal organs always contains cholestanol (dihydrocholesterol) and other satd sterols. Purification by repeated bromination: Schoenheimer, J. Biol. Chem. 105, 355 (1934); Fieser, Org. Synth. coll. vol. IV, 195 (1963). Laboratory procedure for isoln from gallstones: L. F. Fieser, Organic Experiments (Heath, Boston, 3rd ed., 1964) p 70. Total synthesis: Keana, Johnson, Steroids 4, 457 (1964). Reviews and bibliographies: Fieser, Fieser, Steroids (Reinhold, New York, Chapman & Hall, London, 1959); Lettré et al., Ueber Sterine, Gallens?uren und verwandte Naturstoffe (Stuttgart, 2nd ed., 1955); R. P. Cook, Cholesterol (Chemistry, Biochemistry and Pathology) (Academic Press, New York, 1958) 542 pp; J. T. Gwynne, J. F. Strauss, Endocr. Rev. 3, 299-329 (1982).
    Properties: Monohydrate, pearly leaflets or plates from dil alcohol. Becomes anhydr at 70-80°. When anhydr mp 148.5°. Has been sublimed as orthorhombic needles. bp0.5 233°; bp760 360° (some decompn). d 1.03 (monohydrate); d1919 1.052 (anhydr). [a]D20 -31.5° (c = 2 in ether); [a]D20 -39.5° (c = 2 in chloroform). Absorption spectrum: Heilbron et al., J. Chem. Soc. 1928, 47. Practically insol in water (about 0.2 mg/100 ml H2O). Slightly sol in alc (1.29% w/w at 20°), more sol in hot alc (100 g of satd 96% alcoholic soln contains 28 g at 80°). One gram dissolves in 2.8 ml ether, in 4.5 ml chloroform, in 1.5 ml pyridine. Also sol in benzene, petr ether, oils, fats. Soly in aq solns of bile salts: Rosin, Z. Physiol. Chem. 124, 282 (1923). Solubilization: Gemant, Life Sci. 1, 233 (June 1962). Is pptd by digitonin. Gives intense red color with rosaniline in chloroform soln.
    Melting point: mp 148.5°
    Boiling point: bp0.5 233°; bp760 360° (some decompn)
    Optical Rotation: [a]D20 -31.5° (c = 2 in ether); [a]D20 -39.5° (c = 2 in chloroform)
    Density: d 1.03 (monohydrate); d1919 1.052 (anhydr)
     
    Derivative Type: Methyl ether
    Molecular Formula: C28H48O
    Molecular Weight: 400.68
    Percent Composition: C 83.93%, H 12.07%, O 3.99%
    Properties: Crystals from acetone, mp 84°. [a]D20 -45.8° (c = 1.2 in chloroform).
    Melting point: mp 84°
    Optical Rotation: [a]D20 -45.8° (c = 1.2 in chloroform)
     
    Derivative Type: Acetate
    Molecular Formula: C29H48O2
    Molecular Weight: 428.69
    Percent Composition: C 81.25%, H 11.29%, O 7.46%
    Properties: Needles from acetone, mp 115-116°. [a]D20 -47.4° (c = 2 in chloroform).
    Melting point: mp 115-116°
    Optical Rotation: [a]D20 -47.4° (c = 2 in chloroform)
     
    Derivative Type: Benzoate
    Molecular Formula: C34H50O2
    Molecular Weight: 490.76
    Percent Composition: C 83.21%, H 10.27%, O 6.52%
    Properties: mp 145.5° (the melt becomes clear at 180°). [a]D25 -13.7° (c = 0.9 in chloroform).
    Melting point: mp 145.5° (the melt becomes clear at 180°)
    Optical Rotation: [a]D25 -13.7° (c = 0.9 in chloroform)
     
    Use: Pharmaceutic aid (emulsifying agent).